Compound Detail

CHEMBL183

1,3-DIPROPYL-8-CYCLOPENTYLXANTHINE [DPCPX]

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CCCn1c(=O)c2[nH]c(C3CCCC3)nc2n(CCC)c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL183
Name	1,3-DIPROPYL-8-CYCLOPENTYLXANTHINE [DPCPX]
Phase	Preclinical
Structure Type	MOL
InChI Key	FFBDFADSZUINTG-UHFFFAOYSA-N

Targets

258

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

304.4

MW (Da)

2.36

ALogP

HBA

HBD

72.7

PSA (Å²)

0.92

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C16H24N4O2
MW	304.39
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.89

Activity Summary

Ki 224 meas. best 9.81

IC50 25 meas. best 9.3

Kd 5 meas. best 8.57

EC50 4 meas. best 8.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A1 CHEMBL4975	Ki	9.81	9.4133	0.2	12
Adenosine receptor A1 CHEMBL318	Ki	9.68	9.2437	0.2	38
Adenosine receptor A1 CHEMBL226	Ki	9.33	8.5773	0.5	44
Adenosine receptor A1 CHEMBL226	IC50	9.3	8.5082	0.5	11
Unchecked CHEMBL612545	Ki	8.89	7.015	1.3	4
Adenosine receptor A1 CHEMBL2304404	IC50	8.88	8.88	1.3	1
Adenosine receptor A1 CHEMBL226	EC50	8.82	7.425	1.5	2
Adenosine receptor A1 CHEMBL226	Kd	8.57	8.5	2.7	2
Adenosine receptor A1 CHEMBL2304404	Ki	8.53	8.2325	2.9	8
Adenosine receptor A2b CHEMBL255	IC50	8.42	7.895	3.8	2
Adenosine receptor A1 CHEMBL318	IC50	8.33	8.2933	4.7	3
Adenosine receptor A1 CHEMBL318	Kd	8.24	8.24	5.8	1
Adenosine receptor A2b CHEMBL255	Ki	7.29	6.95	51.0	13
Adenosine receptor A2a CHEMBL251	Ki	7.25	6.6678	56.0	40
Adenosine A2 receptor CHEMBL2094117	Ki	7.16	6.4767	69.0	15
Adenosine receptor A2a CHEMBL251	Kd	7.12	7.045	76.3	2
Adenosine receptor A2a CHEMBL251	IC50	6.88	6.7067	132.0	3
Adenosine A2 receptor CHEMBL2094257	Ki	6.85	6.646	140.0	5
Adenosine receptor A2a CHEMBL302	Ki	6.8	6.4562	157.0	13
Adenosine receptor A2b CHEMBL2592	Ki	6.73	6.73	186.0	1
Adenosine receptor A3 CHEMBL256	Ki	6.7	5.875	200.0	28
Plasmodium falciparum CHEMBL364	EC50	6.46	6.29	346.0	2
Adenosine A2 receptor CHEMBL2094257	IC50	6.18	6.18	656.0	1
Adenosine receptor A2a CHEMBL302	IC50	5.96	5.96	1100.0	1
Adenosine A2 receptor CHEMBL2094117	IC50	5.95	5.95	1130.0	1
Adenosine receptor A3 CHEMBL3360	Ki	5.28	5.28	5290.0	1
Plasmodium falciparum CHEMBL364	IC50	5.1	5.0	7943.3	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A1	Ki	=	0.155	nM	9.81	Displacement of [3H]CPX from Adenosine A1 receptor of bovine brain cerebral cort...	9484505
Adenosine receptor A1	Ki	=	0.17	nM	9.77	Displacement of [3H]CPX from Adenosine A1 receptor of bovine brain cerebral cort...	9484505
Adenosine receptor A1	Ki	=	0.211	nM	9.68	Displacement of [3H]-DPCPX from Adenosine A1 receptor in Sprague-Dawley rat brai...	26392370
Adenosine receptor A1	Ki	=	0.229	nM	9.64	Displacement of [3H]-DPCPX from Adenosine A1 receptor in Sprague-Dawley rat brai...	26392370
Adenosine receptor A1	Ki	=	0.23	nM	9.64	Inhibition of N6-[3H]cyclohexyladenosine binding to adenosine A1 receptor from r...	1613758
Adenosine receptor A1	Ki	=	0.23	nM	9.64	Binding affinity against adenosine A1 receptor in rat cortex by the displacement...	2016719
Adenosine receptor A1	Ki	=	0.25	nM	9.6	Binding affinity against adenosine A1 receptor in bovine cortical membranes usin...	15163184
Adenosine receptor A1	Ki	=	0.2818	nM	9.55	Adenosine A1 receptor binding using [3H]DPCPX in rat cortical membranes	10072675
Adenosine receptor A1	Ki	=	0.3	nM	9.52	Displacement of [3H]DPCPX from adenosine A1 receptor in rat brain membranes	30881617
Adenosine receptor A1	Ki	=	0.3	nM	9.52	Displacement of [3H]-PIA from Adenosine A1 receptor in Wistar rat brain membrane...	26392370
Adenosine receptor A1	Ki	=	0.4	nM	9.4	Displacement of [3H]DPCPX from adenosine A1 receptor in rat brain membranes by r...	30881617
Adenosine receptor A1	Ki	=	0.4	nM	9.4	Displacement of [3H]DPCPX from adenosine A1 receptor in rat brain membranes in p...	30881617
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Displacement of [3H]CHA from adenosine A1 receptor derived from rat brain membra...	34019396
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Inhibition of N6-[3H]cyclohexyladenosine binding to adenosine A1 receptor from w...	1613758
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Tested for binding affinity against Adenosine A1 receptor from rat forebrain mem...	8355252
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Binding affinity against adenosine A1 receptor using N6-[3H]-cyclohexyladenosine...	1548682
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radi...	1738138
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Affinity to A1 adenosine receptor was measured by the displacement of [3H]PIA in...	8071944
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Binding affinity towards adenosine A1 receptor in rat whole brain membranes usin...	1501234
Adenosine receptor A1	Ki	=	0.46	nM	9.34	Binding affinity at bovine Adenosine A1 receptor.	12383013

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5724801	HEK-293T	304
1501234	10.1021/jm00094a022	Rattus norvegicus	29
8355252	10.1021/jm00069a009	Mus musculus	11
26392370	10.1016/j.bmc.2015.09.012	Adenosine receptor A1	10
8355252	10.1021/jm00069a009	Rattus norvegicus	10
-	10.6019/CHEMBL3885741	Adenosine receptor A2a	8
-	10.6019/CHEMBL5058564	HEK-293T	6
-	10.6019/CHEMBL5058564	Fibroblast	6
11960496	10.1021/jm0110439	Adenosine receptor A1	5
1992150	10.1021/jm00105a072	Rattus norvegicus	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL3885741	Adenosine receptor A1	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5

Data from ChEMBL 36 via Core Engine